Concept explainers
Show how you would modify the synthesis given in the previous problem to synthesize the following drugs:
(a) Bromodiphenhydramine (an antihistamine), where
(b) Orphenadrine (an antispasmodic, used in controlling Parkinson’s disease), where
Want to see the full answer?
Check out a sample textbook solutionChapter SRP Solutions
Organic Chemistry
Additional Science Textbook Solutions
Biology: Life on Earth with Physiology (11th Edition)
Principles of Anatomy and Physiology
Anatomy & Physiology (6th Edition)
Human Physiology: An Integrated Approach (8th Edition)
Applications and Investigations in Earth Science (9th Edition)
Physics for Scientists and Engineers: A Strategic Approach, Vol. 1 (Chs 1-21) (4th Edition)
- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forwardAldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to yield acetals. Predict the product of the following reaction, and propose a mechanism:arrow_forwardH8.arrow_forward
- Predict the products of the following acid-base reactions. If the equilibrium would not result in the formation of appreciable amounts of products, you should so indicate. In each case label the stronger acid, the stronger base, the weaker acid, and the weaker base: (a) CH3CH=CH2 + NANH2 (d) CH3C=C: + CH;CH2OH → (e) CH3C=C:- + NH¾CI – | (b) CH;C=CH + NaNH2 (c) CH3CH2CH3 + NANH2 → | HASarrow_forwardA key step in the synthesis of the narcotic analgesic meperidine (trade name Demerol) is the conversion of phenylacetonitrile to X. (a) What is the structure of X? (b) What reactions convert X to meperidine?arrow_forward7A Write the possible products of the following reactions, the mechanism by which they were formed. mentioning Br CH3OH CH3ONaarrow_forward
- Give the expected major product of the following reaction: OH 1) LIAIH,arrow_forward(c) The structures of lycopene, beta-carotene and retinol are shown below. Lycopene Beta-carotene H3C CH; CH3 CH3 OH Retinol (vitamin A) CH3 Using appropriate reaction mechanisms: (i) Show how lycopene is converted into beta-carotene. (ii) Briefly explain how retinol is formed from beta-carotene.arrow_forwardThe tosylate of a primary alcohol normally undergoes an S2 reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula C,H,0. OH NaOH C,H190 OTs Propose a structural formula for this compound and a mechanism for its formation.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT